6-O-alpha-D-glucopyranosyl-beta-D-fructofuranose

Base Information

• Chemical Name: 6-O-alpha-D-glucopyranosyl-beta-D-fructofuranose
• CAS No.: 15132-06-6
• Molecular Formula: C12H22 O11
• Molecular Weight: 342.3
• UNII: T3FVA41C2Z
• DSSTox Substance ID: DTXSID001269065
• Nikkaji Number: J1.704.669A
• Wikipedia: Isomaltulose
• Wikidata: Q27120900
• Metabolomics Workbench ID: 56871
• Mol file: 15132-06-6.mol

Synonyms:6-O-alpha-D-glucopyranosyl-beta-D-fructofuranose;T3FVA41C2Z;beta-Palatinose anhydrous;beta-Isomaltulose anhydrous;UNII-T3FVA41C2Z;Isomaltulose;15132-06-6;Palatinose hydrate;beta-D-Fructofuranose, 6-o-alpha-D-glucopyranosyl-;beta-palatinose;beta-f-Palatinose;D-Fructose, 6-O-.alpha.-D-glucopyranosyl-;Fructose, 6-O-.alpha.-D-glucopyranosyl-, D-;SCHEMBL92759;CHEBI:47999;DTXSID001269065;.BETA.-PALATINOSE ANHYDROUS;.BETA.-ISOMALTULOSE ANHYDROUS;alpha-D-glucopyranose-(1->6)-beta-D-fructofuranose;Q27120900;.BETA.-D-FRUCTOFURANOSE, 6-O-.ALPHA.-D-GLUCOPYRANOSYL-;6-O-.ALPHA.-D-GLUCOPYRANOSYL-.BETA.-D-FRUCTOFURANOSE

Chemical Property of 6-O-alpha-D-glucopyranosyl-beta-D-fructofuranose

Chemical Property:

• XLogP3: -4.3
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 342.11621151
• Heavy Atom Count: 23
• Complexity: 395

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)OCC2C(C(C(O2)(CO)O)O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@](O2)(CO)O)O)O)O)O)O)O
• Recent ClinicalTrials: The Metabolic Effects of Ultra-endurance Exercise and Training Under Low or High Glycaemic Index-carbohydrate Diets.

Technology Process of 6-O-alpha-D-glucopyranosyl-beta-D-fructofuranose

There total 8 articles about 6-O-alpha-D-glucopyranosyl-beta-D-fructofuranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.8%

Sucrose (57-50-1) → Isomaltulose (497-84-7,15132-06-6,58166-27-1,13718-94-0)

Guidance literature:

With sodium hydroxide; α-glucosyctransferase produced by Serratia; In water; at 30 - 50 ℃; for 50 - 60h; pH=6 - 7; Product distribution / selectivity; Enzymatic reaction;

Reference yield: 32.0%

Sucrose (57-50-1) → Isomaltulose (497-84-7,15132-06-6,58166-27-1,13718-94-0) + 1-O-α-D-Glucopyranosyl-D-fructose (90689-37-5)

Guidance literature:

In water; at 30 ℃; for 24h; biocatalyst from Protaminobacter rubrum (CBS 574.77);

DOI:10.1016/0008-6215(87)80152-0

Reference yield:

D-isomaltose (24822-33-1) → D-Fructose (57-48-7,18875-34-8) + α-D-glucopyranosyl-(1->6)-D-mannopyranose (197901-89-6) + Isomaltulose (497-84-7,15132-06-6,58166-27-1,13718-94-0) + D-Mannose (3458-28-4) + D-glucose (50-99-7)

Guidance literature:

With water; In ethanol; at 200 ℃; under 75007.5 Torr; Solvent; Kinetics; Supercritical conditions;

DOI:10.1080/09168451.2015.1127135

upstream raw materials:

Sucrose

levodopa

D-isomaltose

Downstream raw materials:

α-D-glucopyranosyl-(1->6)-D-gulitol

1-O-α-D-glucopyranosyl-D-mannitol

5-hydroxymethyl-2-furfuraldehyde

D-Glucose

Refernces

• 1、 Goerl, Julian,Timm, Malte,Seibel, Juergen. "Mechanism-Oriented Redesign of an Isomaltulose Synthase to an Isomelezitose Synthase by Site-Directed Mutagenesis". experimental part. p. 149 - 156. Retrieved 2012/04/23.
• 2、 -. "Method for preparing crystalline isomaltulose and hydrogenated isomaltulose". Page/Page column 5-6. . Retrieved 2008/06/13.